Pyridine → 1-(3-(p-Tolyloxy)phenyl)urea

HRID 1592815

반응식

HRID 1592815 반응식
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.B(O)(O)[C:13]1[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=1.N1C=CC=CC=1>C1COCC1.CC([O-])=O.CC([O-])=O.[Cu+2]>[C:16]1([CH3:19])[CH:17]=[CH:18][C:13]([O:1][C:2]2[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:15]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 12796m-HydroxyphenylureaHCID 79799Tolylboronic acid

생성물 1

HCID 689090341-(3-(p-Tolyloxy)phenyl)urea

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 8028Tetrahydrofuran용매

실험 절차

1-(3-Hydroxyphenyl)urea (2.00 g), p-tolylboronic acid (3.57 g), and Cu(OAc)2 (2.63 g) were dissolved in 150 mL of THF, and 5.32 mL of pyridine was added. The reaction was stirred at room temperature overnight, then filtered through Celite with the aid of 200 mL EtOAc. The filtrate was washed with water, 0.2N CuSO4, 0.5N NaOH, and brine, and dried over Na2SO4 The solution was concentrated to a solid that was taken up in 200 mL of dichloromethane and stirred at room temperature for about 1 hour, after which time it was filtered to give 1-(3-(p-tolyloxy)phenyl)urea as white solid. The material was used in Step B without further purification.

후처리

  1. filtrationfiltered through Celite with the aid of 200 mL EtOAc
  2. washThe filtrate was washed with water, 0.2N CuSO4, 0.5N NaOH, and brine
  3. dry with materialdried over Na2SO4 The solution
  4. concentrationwas concentrated to a solid
  5. stirringstirred at room temperature for about 1 hour
  6. filtrationafter which time it was filtered

출처 및 근거

ORD 기록
ord-20fb2d00de434fcf9b988962e00ffa75
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07294616B2

연결된 노트

불러오는 중…